Book Holiday Homes in Simpson Bay

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Simpson Bay Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Simpson Bay vacation homes are the perfect way for you to wing it.

Holiday houses in Simpson Bay let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Simpson Bay in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Simpson Bay adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Simpson Bay with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Simpson Bay vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Simpson Bay Holiday Homes essential information

Accommodation
Holiday Homes
Lowest Price
AU$279
Highest Price
AU$703
Popular accommodation
The Morgan Resort Spa Village, Simpson Bay Resort, Marina & Spa, The Villas at Simpson Bay Resort, Hilton Vacation Club Flamingo Beach St. Maarten

Top trending hotels in Simpson Bay

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is AU$703 per night from 6 Apr to 7 Apr
AU$703
includes taxes & fees
6 Apr - 7 Apr
With a stay at The Morgan Resort Spa Village in Simpson Bay, you'll be steps from Maho Beach and a 2-minute drive from Mullet Bay Beach.
The Morgan Resort Spa Village
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is AU$279 per night from 29 Apr to 30 Apr
AU$279
includes taxes & fees
29 Apr - 30 Apr
With a stay at Simpson Bay Resort, Marina & Spa in Simpson Bay, you'll be 3.5 mi (5.6 km) from Maho Beach and 3.9 mi (6.3 km) from Mullet Bay Beach.
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is AU$375 per night from 5 May to 6 May
AU$375
includes taxes & fees
5 May - 6 May
Located in Simpson Bay, The Villas at Simpson Bay Resort is by the ocean, within a 10-minute drive of Great Bay Beach and Mullet Bay Beach.
The Villas at Simpson Bay Resort
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Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

3.5 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is AU$287 per night from 4 May to 5 May
AU$287
includes taxes & fees
4 May - 5 May
With a stay at Hilton Vacation Club Flamingo Beach St. Maarten in Simpson Bay (Pelican Key), you'll be within a 15-minute drive of Maho Beach and Mullet Bay ...
Hilton Vacation Club Flamingo Beach St. Maarten
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.